Riken



UNITED STATES- PATENT ()FFIQE,

FRIEDRICH-BAYER, OF ELB ERF ELD, GERMANY,-ASS IGNOR TO FARBENFAB- RIKEN, VQRMALS FRIEDR., BAYER & C O., OF SAME PLACE.

MANUFACTUREOF DYE-STUFFS OR COLORING- MATTERS.

SPECIFICATION forming part of Letters Patent No. 395,474, dated January 1, 1889.

Application filed January 17, 1887. Serial No. 224,599. (Specimens) To all whom/it may concern} Be it known that I, FRIEDRICH BAYER, a subject of the King of Prussia, residing at Elberfeld, in the Empire of Germany, director and assignor to the FARBENFABRIKEN, VOR- MALS FRIEDR'. BAYER & 00., have invented a new and useful Improvement in the Manufacture of Dye-Stuffs or Goloring-lllatters, of

which the following is a specification.

- filter once more; new sulphonic acid goes into a solution,

My invention reiates to the production of new red coloring-matters for dyeing cotton,

wool, and silk by the act-ion of tetrazo compoundsof paradiamines upon a new sulphonic acid of betanaphthylamine, which I have called betanaphthylaminedeltamonosulpho acid, and which will be gained in the fol-. lowing manner: Fifty kilos naphthylainine or salts of betanaphthylamine are added to one hundred and fifty kilos sulphuric acid,

heated'from 150 to 170 centi rade and maintained at this temperature until (generally after about one hour) the sulphonizing is completed. Now pour the solution on ice and allow the sulpho-acid.separating to stand for some time, filter, dissolve the residue in sodalye, add to the so-formed soda-salt solution heated to 80 centigrade sulphuric acid, and Thereby a large part of a pounds of diparadiamines upon this new sulpho acid new red dye-stuifs can be ob tained, which distinguish themselves materially from the dye-stuffs of the other betanaphthylaminemonosulpho acids known up to the present.

In carrying out lily-process to produce the newcoloring-matter practically I proceed as follows:

Example I.-Fif ty kilns benzidin sulphate well-known manner into the muriatic-tet'razo are suspended in'a finely-comminutedl condition, with fifty kilos muriatic' acidof 21 59 Baum, and diazotized by the acid of an aqueous solution of 22.2 kilos of sodium nitrate. The ,tetrazodiphenylchloride is now formed. This solution is slowly added to.

seventy-three kilos betanaphthylaminedelta- 5 5 monosulpho acid suspended in a finely-comminuted condition in water, blending the free mineral'acid by the-addition of acetate of sodium, and thereby obtains an orange-red precipitation, whiehis transformed into its alkali salt by warming and neutralizing with alkali. )Vhen cold, an orange-red powder is obtained, which dyes cotton without. any m'ordant a very fine yellowish red,- and has the f( )rmula of o m c,.,H, N=N-c,,n,so;oNa o, ,n, N=N-c,,n,so,oua

' an, I

Ercunple II.l3y tlie action of tetrazod'itolyl upon my new sulpho-acid a veryfine bluish-reil dye-stuff fast to acid is obtained. Fifty kilos of tolidin are converted in the compounds. A solution of the same in one thousand liters of map is entered into a solution containing seventy-three kilos betanaphthylaminedeltamon osulpho acid and one hundred-and fifty kilos of acetate of soda. If the mixture isnow stirred for-a longer period or heated,'an azo color is formed,which is soluble in alkalies and which dyes shades more bluish than the product gained from tolidin and all other WGlI-kIlOWl sulphoacidsof betanaphthylamine, and ii particularthe products of the betanaphthylamincbetamonosulphonic acid.

In all cases the salts of tetrazoditolyl may be replaced by salts of the tetrazodiphenylether, tetrazostilben, or their sulphonic acids. I do not in this application claim the products described, having made a separate application therefor. Y

.sVhat I claim as my invention, and desire to secure by Letters Patent, -is+ 

